Azo-dyestuffs and process of producing the same.



when, treated with hydrochloric acid and- UNITED STATES PATENT OFFICE.

AUGUST LEOPO LD LASKA, OF OFFENBAGH-ON-THE-MAIN, GERMANY, ASSIGNOR TQTHE CORPORATION OF CHEMISCHE FABRIK GRIESHEIM-ELEKTRON, OFERANKFORT-O'N- THE-MAIN, GERMANY.

AZO-DYESTUFFS AND PROCESS OF PRODUCING THE SAME.

No Drawing.

T 0 all whom it may concern:

Be it known that I, AUGUST LEOPOLD Lasxa, citizen of the German Empire,and

resident of Offenbach-on-the-Main, in the' Grand Duchy of Hessen,Germany, with the post-office address VVilhelmsplatz 18, have inventednew and useful Improvements in Azo-Dyestutis and Processes of Producingthe Same, of which the following is a specification.

My invention relates to a process for the production of new azodyestuffs and consists in combining diazo compounds obtained fromasymmetrically alkylized p-diaminoazo bodies with arylids of2.3-oxynaphthoicacid. In this manner very fast black dyestuffs areobtained, which may be produced as well in substance as on the fiber.

The new dyestuffs correspond to the following formula wherein A means analkylamido group while R means aromatic residues. These dyestuffsstannous chlorid are decomposed into an alkylized p-diamin, a p-diaminand an mylid of 1-amino-2-oxynaphthoic acid.

Of the asymmetrically alkylized diaminoazo bodies those may, forinstance, be employed which are obtained by combination of diazotizedp-nitranilin, o-chloro-p-nitrani- 'lin, nitro-toluidin (CH :NHn :NO :1:2 :5),

nitro-oanisidin (OCH NH :NO :1 :2: 5) with dimet-hylanilin,dimethyl-m-toluidin, dimethyl-a-naphthylamin or analogues tl1ereof andreduction of the thus produced nitroazo dyestuffs, or by saponificationof corresponding acetylamido dyestuffs.

Example: 9A0 parts of p-dimethylamind p-amino-azobenzene are diazotizedin the usual manner and poured into a well icecooled solution of thedi-sodium salt from 270 parts of anilid of 2.3- oxynaphthoic acid towhich sodium carbonate has been added in excess.

The dyestuff separates in black flakes; it

is practically unsoluble in water and alco hol. and stannous chlorid thedyestuff is decomposed into dimethyl-p-phenylene-diamin,

Specification of Letters Patent.

Application filed February 25, 1916. Serial No. 80,392.

ll'hen heated with hydrochloric acid,

Patented Nov. 28,1916.

p-phenylene-diamin and anilid of 1-amino-' Z-oxynaphthoic acid.

The constitution of'the dyestuff may be expressed by the followingformula:

The following examples may show the Padding solution of aryl 'd of2.3-oxynaphthoic acid.

Middle Deep lggizs. tones.

Anilid of 2.3-oxynaphthoic acid; 12 g..... 24 g. Sodium lye 24 B 20com.. '30 ccm. Sodium salt of ricinoleic acid. 25 g. 40 3.

Filled up to 1 am. nicer.

p-aminoazobenzene are dissolved with 30 com. hydrochloric acid 20 B and300' com. boiling water. After cooling are added 400 g. ice and asolution of 7.5 g. sodium nitrite dissolved in cc1n. water is let-flowin in a thin ray. The Whole is filled up to 1 liter. Dg ebath for dyeingyarn in stmnds.250 ccm. of the above diazo solution are mixed with 750com. cold water and filled up to 1 liter. Before use the bath isneutralized with about 25 com. acetate of sodium 1: 1

Dyebath for dyeing pieces- 500 com. of the above diazo solution aremixed with 500 ccm. cold water and filled up to lliter.

Before use the bath is neutralized with about 50 com. acetate of sodium1: 1.

Prescription for 7)rinting.450 com. of

the above diazosolution are pasted with 500 g. tragacanth and before useneutralized with 50 ccm. acetate of sodium 1:1.

The formation of the dyestufi' may be performed in the same manner withother arylids of the 2.3-oxynaphthoic acid (2.3- oxynaphtoylaminoaryls).Among the great number of the arylids in consideration the following maybe given as examples: m-nitroanilid of 2.3-oxynaphthoic acid, zand{i-naphta-lid of 2.3-oxynaphthoic acid, di-2.3-oxynaphtoyl-m-toluylene-diamin, (ii-2.3- oxynaphtoyl pphenylene-diamin, 2.3-oxynaphtoylthiazylamin, 2.3-oXynaphtoyl-poro-aminochinolin. All these arylids of 2.3- oxynaphthoic acid give whencoupled with the diazo compounds from asymmetrically alkylizeddiaminoazo bodies deep black products With strong dyeing properties.

Now what I claim and desire to secure by Letters Patent is thefollowing:

1. Process for the production of azo dyestuffs, which consists incombining the diazo compounds from asymmetric-ally alkylizedp-diaminoazo bodies with arylids of 2.3-oxynaphthoic acid.

2. As new articles of manufacture the dyestuffs of the formulaN=N-RN=NRA tion, I have signed my name in presence of two witnesses,this day of 2nd February,

AUGUST LEOPOLD LASKA. lVitness'es:

FRANZ AUvoN, ANTON DALLER.

